Skip to search results Skip to filters Skip to sort Skip to selected filters

Men's Ankle Casual Boots

637 items found

Sort By

Your Selections

Search Results

. Dr. Martens - Combs Leather. Color Black Wyoming. On sale for $99.95. MSRP $130.00. 23% off. 4.5 out of 5 stars

Black Dr. Martens Combs Leather

Black Dr. Martens Combs Leather

+2

Brand Name: Dr. Martens
Product Name: Combs Leather
Gender: Unisex
Color: Black Wyoming
Price: $99.95MSRP: $130.0023% OFF
Rating: 4Rated 4 stars out of 5(74)

. Dunham - Cloud Waterproof. Color Grey. $149.95. 4.1 out of 5 stars

Gray Dunham Cloud Waterproof

Gray Dunham Cloud Waterproof

+6

Brand Name: Dunham
Product Name: Cloud Waterproof
Gender: Men's
Color: Grey
Price: $149.95
Rating: 4Rated 4 stars out of 5(407)

Barbour - Nimbus Chelsea Welly. Color Navy. Low Stock. $100.00.

Low Stock

Navy Barbour Nimbus Chelsea Welly

Navy Barbour Nimbus Chelsea Welly

+2

Brand Name: Barbour
Product Name: Nimbus Chelsea Welly
Gender: Men's
Color: Navy
Price: $100.00
Rating

. Blundstone - BL558. Color Black. $199.95. 4.7 out of 5 stars

Black Blundstone BL558

Black Blundstone BL558

Brand Name: Blundstone
Product Name: BL558
Gender: Unisex
Color: Black
Price: $199.95
Rating: 5Rated 5 stars out of 5(7)

ALDO - Collen. Color Other Black. On sale for $72.50. MSRP $100.00. 28% off.

Black ALDO Collen

Black ALDO Collen

+2

Brand Name: ALDO
Product Name: Collen
Gender: Men's
Color: Other Black
Price: $72.50MSRP: $100.0028% OFF
Rating

ALDO - Brewster. Color Black. On sale for $129.36. MSRP $150.00. 14% off.

Black ALDO Brewster

Black ALDO Brewster

Brand Name: ALDO
Product Name: Brewster
Gender: Men's
Color: Black
Price: $129.36MSRP: $150.0014% OFF
Rating

Dr. Martens - Embury. Color Black Wyoming. On sale for $114.95. MSRP $130.00. 12% off. 4.1 out of 5 stars

Black Dr. Martens Embury

Black Dr. Martens Embury

+2

Brand Name: Dr. Martens
Product Name: Embury
Gender: Unisex
Color: Black Wyoming
Price: $114.95MSRP: $130.0012% OFF
Rating: 4Rated 4 stars out of 5(97)

Ariat - OverDrive Wide Square Toe Composite Toe Work Boots. Color Brown/Rough Stone. $224.95.

Brown Ariat OverDrive Wide Square Toe Composite Toe Work Boots

Brown Ariat OverDrive Wide Square Toe Composite Toe Work Boots

Brand Name: Ariat
Product Name: OverDrive Wide Square Toe Composite Toe Work Boots
Gender: Men's
Color: Brown/Rough Stone
Price: $224.95
Rating

Barbour - Barbour Nimbus Chelsea Welly. Color Black. Low Stock. On sale for $100.00. MSRP $120.00. 17% off.

Low Stock

Black Barbour Barbour Nimbus Chelsea Welly

Black Barbour Barbour Nimbus Chelsea Welly

Brand Name: Barbour
Product Name: Barbour Nimbus Chelsea Welly
Gender: Men's
Color: Black
Price: $100.00MSRP: $120.0017% OFF
Rating

Wolverine - Carlsbad Waterproof 6" Steel Toe Work Boot. Color Dark Brown. On sale for $99.95. MSRP $110.00. 9% off. 3.5 out of 5 stars

Brown Wolverine Carlsbad Waterproof 6" Steel Toe Work Boot

Brown Wolverine Carlsbad Waterproof 6" Steel Toe Work Boot

Brand Name: Wolverine
Product Name: Carlsbad Waterproof 6" Steel Toe Work Boot
Gender: Men's
Color: Dark Brown
Price: $99.95MSRP: $110.009% OFF
Rating: 4Rated 4 stars out of 5(27)

. Clarks - Bushacre 3. Color Beeswax Leather. On sale for $50.40. MSRP $110.00. 54% off. 3.9 out of 5 stars

Brown Clarks Bushacre 3

Brown Clarks Bushacre 3

+3

Brand Name: Clarks
Product Name: Bushacre 3
Gender: Men's
Color: Beeswax Leather
Price: $50.40MSRP: $110.0054% OFF
Rating: 4Rated 4 stars out of 5(176)

. Dr. Martens - 1460 Mono Boot. Color Black Smooth. On sale for $127.50. MSRP $170.00. 25% off. 4.1 out of 5 stars

Black Dr. Martens 1460 Mono Boot

Black Dr. Martens 1460 Mono Boot

Brand Name: Dr. Martens
Product Name: 1460 Mono Boot
Gender: Unisex
Color: Black Smooth
Price: $127.50MSRP: $170.0025% OFF
Rating: 4Rated 4 stars out of 5(68)

L.L.Bean - Bean Boot 8" 1912. Color Deepest Brown/Forest Shade/Tan Opaque. $168.95.

Brown L.L.Bean Bean Boot 8" 1912

Brown L.L.Bean Bean Boot 8" 1912

Brand Name: L.L.Bean
Product Name: Bean Boot 8" 1912
Gender: Men's
Color: Deepest Brown/Forest Shade/Tan Opaque
Price: $168.95
Rating

. Florsheim - Norwalk Plain Toe Chukka Boot. Color Brown Crazy Horse. $134.95. 4.6 out of 5 stars

Brown Florsheim Norwalk Plain Toe Chukka Boot

Brown Florsheim Norwalk Plain Toe Chukka Boot

Brand Name: Florsheim
Product Name: Norwalk Plain Toe Chukka Boot
Gender: Men's
Color: Brown Crazy Horse
Price: $134.95
Rating: 5Rated 5 stars out of 5(63)

Clarks - Desert Boot. Color Beeswax 1. $150.00. 4.4 out of 5 stars

Brown Clarks Desert Boot

Brown Clarks Desert Boot

+4

Brand Name: Clarks
Product Name: Desert Boot
Gender: Men's
Color: Beeswax 1
Price: $150.00
Rating: 4Rated 4 stars out of 5(779)

. Blundstone - BL587. Color Rustic Black. $199.95. 4.0 out of 5 stars

Black Blundstone BL587

Black Blundstone BL587

Brand Name: Blundstone
Product Name: BL587
Gender: Unisex
Color: Rustic Black
Price: $199.95
Rating: 4Rated 4 stars out of 5(5)

. Twisted X - 4" Wedge Sole Boot. Color Tobacco Brown. $159.95.

Brown Twisted X 4" Wedge Sole Boot

Brown Twisted X 4" Wedge Sole Boot

Brand Name: Twisted X
Product Name: 4" Wedge Sole Boot
Gender: Men's
Color: Tobacco Brown
Price: $159.95
Rating

Dr. Martens - Jadon II Mono Vegan. Color Black Felix Rub Off. On sale for $110.00. MSRP $200.00. 45% off. 4.0 out of 5 stars

Black Dr. Martens Jadon II Mono Vegan

Black Dr. Martens Jadon II Mono Vegan

Brand Name: Dr. Martens
Product Name: Jadon II Mono Vegan
Gender: Unisex
Color: Black Felix Rub Off
Price: $110.00MSRP: $200.0045% OFF
Rating: 4Rated 4 stars out of 5(9)

Ariat - Spitfire Outdoor Waterproof. Color Oily Distressed Brown. $149.95. 4.2 out of 5 stars

Tan Ariat Spitfire Outdoor Waterproof

Tan Ariat Spitfire Outdoor Waterproof

Brand Name: Ariat
Product Name: Spitfire Outdoor Waterproof
Gender: Men's
Color: Oily Distressed Brown
Price: $149.95
Rating: 4Rated 4 stars out of 5(36)

SKECHERS Work - Arch Fit SR - Bensen Comp Toe. Color Black. On sale for $85.99. MSRP $110.00. 22% off. 3.8 out of 5 stars

Black SKECHERS Work Arch Fit SR - Bensen Comp Toe

Black SKECHERS Work Arch Fit SR - Bensen Comp Toe

Brand Name: SKECHERS Work
Product Name: Arch Fit SR - Bensen Comp Toe
Gender: Men's
Color: Black
Price: $85.99MSRP: $110.0022% OFF
Rating: 4Rated 4 stars out of 5(59)

Dr. Martens - Combs Jungle Zip Casual Boots. Color Gunmetal. On sale for $79.77. MSRP $140.00. 43% off. 2.5 out of 5 stars

Gray Dr. Martens Combs Jungle Zip Casual Boots

Gray Dr. Martens Combs Jungle Zip Casual Boots

+3

Brand Name: Dr. Martens
Product Name: Combs Jungle Zip Casual Boots
Gender: Unisex
Color: Gunmetal
Price: $79.77MSRP: $140.0043% OFF
Rating: 3Rated 3 stars out of 5(2)

. Florsheim - Midtown Plain Toe Zipper Boot. Color Black Smooth. $134.95. 4.6 out of 5 stars

Black Florsheim Midtown Plain Toe Zipper Boot

Black Florsheim Midtown Plain Toe Zipper Boot

+1

Brand Name: Florsheim
Product Name: Midtown Plain Toe Zipper Boot
Gender: Men's
Color: Black Smooth
Price: $134.95
Rating: 5Rated 5 stars out of 5(507)

Ariat - Turbo Outlaw 6" CSA Waterproof Carbon Toe Work Boots. Color Rich Brown. $199.95. 4.2 out of 5 stars

Brown Ariat Turbo Outlaw 6" CSA Waterproof Carbon Toe Work Boots

Brown Ariat Turbo Outlaw 6" CSA Waterproof Carbon Toe Work Boots

Brand Name: Ariat
Product Name: Turbo Outlaw 6" CSA Waterproof Carbon Toe Work Boots
Gender: Men's
Color: Rich Brown
Price: $199.95
Rating: 4Rated 4 stars out of 5(6)

Marc Joseph New York - Chicago. Color Black Grainy. Low Stock. On sale for $89.95. MSRP $195.00. 54% off. 3.0 out of 5 stars

Low Stock

Black Marc Joseph New York Chicago

Black Marc Joseph New York Chicago

Brand Name: Marc Joseph New York
Product Name: Chicago
Gender: Men's
Color: Black Grainy
Price: $89.95MSRP: $195.0054% OFF
Rating: 3Rated 3 stars out of 5(2)

Allen Edmonds - Dallaslow. Color Brown Leather. Low Stock. On sale for $429.00. MSRP $595.00. 28% off.

Low Stock

Brown Allen Edmonds Dallaslow

Brown Allen Edmonds Dallaslow

Brand Name: Allen Edmonds
Product Name: Dallaslow
Gender: Men's
Color: Brown Leather
Price: $429.00MSRP: $595.0028% OFF
Rating

Dr. Martens - 2976 Yellow Stitch Smooth Leather Chelsea Boots. Color Dark Brown Crazy Horse. On sale for $134.95. MSRP $170.00. 21% off. 3.8 out of 5 stars

Brown Dr. Martens 2976 Yellow Stitch Smooth Leather Chelsea Boots

Brown Dr. Martens 2976 Yellow Stitch Smooth Leather Chelsea Boots

+3

Brand Name: Dr. Martens
Product Name: 2976 Yellow Stitch Smooth Leather Chelsea Boots
Gender: Unisex
Color: Dark Brown Crazy Horse
Price: $134.95MSRP: $170.0021% OFF
Rating: 4Rated 4 stars out of 5(38)

Bogs - Kicker Rain Chelsea II. Color Gray. $84.95. 4.3 out of 5 stars

Gray Bogs Kicker Rain Chelsea II

Gray Bogs Kicker Rain Chelsea II

+3

Brand Name: Bogs
Product Name: Kicker Rain Chelsea II
Gender: Men's
Color: Gray
Price: $84.95
Rating: 4Rated 4 stars out of 5(47)

Mephisto - Benson. Color Moss. Low Stock. On sale for $377.54. MSRP $439.00. 14% off. 5.0 out of 5 stars

Low Stock

Green Mephisto Benson

Green Mephisto Benson

Brand Name: Mephisto
Product Name: Benson
Gender: Men's
Color: Moss
Price: $377.54MSRP: $439.0014% OFF
Rating: 5Rated 5 stars out of 5(4)

Twisted X - MCA0032. Color Copper. Low Stock. $169.95. 5.0 out of 5 stars

Low Stock

Bronze Twisted X MCA0032

Bronze Twisted X MCA0032

Brand Name: Twisted X
Product Name: MCA0032
Gender: Men's
Color: Copper
Price: $169.95
Rating: 5Rated 5 stars out of 5(1)

Steve Madden - Highline. Color Sand Suede. On sale for $69.99. MSRP $99.95. 30% off. 4.2 out of 5 stars

Tan Steve Madden Highline

Tan Steve Madden Highline

+5

Brand Name: Steve Madden
Product Name: Highline
Gender: Men's
Color: Sand Suede
Price: $69.99MSRP: $99.9530% OFF
Rating: 4Rated 4 stars out of 5(22)

Rockport - Northfield Waterproof Boot. Color Black. On sale for $89.95. MSRP $140.00. 36% off. 4.3 out of 5 stars

Black Rockport Northfield Waterproof Boot

Black Rockport Northfield Waterproof Boot

+2

Brand Name: Rockport
Product Name: Northfield Waterproof Boot
Gender: Men's
Color: Black
Price: $89.95MSRP: $140.0036% OFF
Rating: 4Rated 4 stars out of 5(207)

To Boot New York - Edwards. Color Taupe Suede. On sale for $307.23. MSRP $399.00. 23% off.

Taupe To Boot New York Edwards

Taupe To Boot New York Edwards

Brand Name: To Boot New York
Product Name: Edwards
Gender: Men's
Color: Taupe Suede
Price: $307.23MSRP: $399.0023% OFF
Rating

Vans - FU MTE™ Crestline Waterproof. Color Black/Black. $159.95. 5.0 out of 5 stars

Black Vans FU MTE™ Crestline Waterproof

Black Vans FU MTE™ Crestline Waterproof

+9

Brand Name: Vans
Product Name: FU MTE™ Crestline Waterproof
Gender: Unisex
Color: Black/Black
Price: $159.95
Rating: 5Rated 5 stars out of 5(1)

Mephisto - Murray. Color Black Leather. Low Stock. On sale for $324.35. MSRP $499.00. 35% off.

Low Stock

Black Mephisto Murray

Black Mephisto Murray

Brand Name: Mephisto
Product Name: Murray
Gender: Men's
Color: Black Leather
Price: $324.35MSRP: $499.0035% OFF
Rating

Dr. Martens - 2976 Lo Chelsea. Color Black. $159.95. 3.0 out of 5 stars

Black Dr. Martens 2976 Lo Chelsea

Black Dr. Martens 2976 Lo Chelsea

+2 colors/patterns

Brand Name: Dr. Martens
Product Name: 2976 Lo Chelsea
Gender: Unisex
Color: Black
Price: $159.95
Rating: 3Rated 3 stars out of 5(1)

Red Wing Heritage - 6" Iron Ranger Lug. Color Black Harness. $349.99. 4.5 out of 5 stars

Black Red Wing Heritage 6" Iron Ranger Lug

Black Red Wing Heritage 6" Iron Ranger Lug

+4

Brand Name: Red Wing Heritage
Product Name: 6" Iron Ranger Lug
Gender: Men's
Color: Black Harness
Price: $349.99
Rating: 4Rated 4 stars out of 5(156)

Dr. Martens - 1460 Pascal. Color Powder Pink. On sale for $147.85. MSRP $170.00. 13% off. 4.4 out of 5 stars

White Dr. Martens 1460 Pascal

White Dr. Martens 1460 Pascal

Brand Name: Dr. Martens
Product Name: 1460 Pascal
Gender: Unisex
Color: Powder Pink
Price: $147.85MSRP: $170.0013% OFF
Rating: 4Rated 4 stars out of 5(17)

Steve Madden - Huston. Color Brown Suede. Low Stock. $150.00.

Low Stock

Brown Steve Madden Huston

Brown Steve Madden Huston

Brand Name: Steve Madden
Product Name: Huston
Gender: Men's
Color: Brown Suede
Price: $150.00
Rating

Nunn Bush - Ozark 2.0 Plain Toe Chukka Leather Boot. Color Brown. On sale for $68.79. MSRP $109.95. 37% off. 4.5 out of 5 stars

Brown Nunn Bush Ozark 2.0 Plain Toe Chukka Leather Boot

Brown Nunn Bush Ozark 2.0 Plain Toe Chukka Leather Boot

+3

Brand Name: Nunn Bush
Product Name: Ozark 2.0 Plain Toe Chukka Leather Boot
Gender: Men's
Color: Brown
Price: $68.79MSRP: $109.9537% OFF
Rating: 5Rated 5 stars out of 5(4)

Thorogood - American Heritage 6" Waterproof Insulated Safety. Color Crazy Horse. On sale for $294.95. MSRP $315.00. 6% off.

Brown Thorogood American Heritage 6" Waterproof Insulated Safety

Brown Thorogood American Heritage 6" Waterproof Insulated Safety

Brand Name: Thorogood
Product Name: American Heritage 6" Waterproof Insulated Safety
Gender: Men's
Color: Crazy Horse
Price: $294.95MSRP: $315.006% OFF
Rating

Timberland PRO - PRO Wedge 6" Soft Toe. Color Black 1. Low Stock. $145.00. 2.8 out of 5 stars

Low Stock

Black Timberland PRO PRO Wedge 6" Soft Toe

Black Timberland PRO PRO Wedge 6" Soft Toe

+2

Brand Name: Timberland PRO
Product Name: PRO Wedge 6" Soft Toe
Gender: Men's
Color: Black 1
Price: $145.00
Rating: 3Rated 3 stars out of 5(13)

Twisted X - MHKB003. Color Distressed Saddle/Saddle. $159.95.

Brown Twisted X MHKB003

Brown Twisted X MHKB003

Brand Name: Twisted X
Product Name: MHKB003
Gender: Men's
Color: Distressed Saddle/Saddle
Price: $159.95
Rating

Red Wing Heritage - 6" Moc Toe. Color Copper Rough & Tough. $329.99. 4.5 out of 5 stars

Tan Red Wing Heritage 6" Moc Toe

Tan Red Wing Heritage 6" Moc Toe

+8

Brand Name: Red Wing Heritage
Product Name: 6" Moc Toe
Gender: Men's
Color: Copper Rough & Tough
Price: $329.99
Rating: 5Rated 5 stars out of 5(259)

Carhartt - Plain Toe Wedge Chukka. Color Dark Brown. $139.99.

Brown Carhartt Plain Toe Wedge Chukka

Brown Carhartt Plain Toe Wedge Chukka

Brand Name: Carhartt
Product Name: Plain Toe Wedge Chukka
Gender: Men's
Color: Dark Brown
Price: $139.99
Rating

L.L.Bean - Trail Model X Mid Waterproof Hiker. Color Ash. $119.00.

Gray L.L.Bean Trail Model X Mid Waterproof Hiker

Gray L.L.Bean Trail Model X Mid Waterproof Hiker

+2

Brand Name: L.L.Bean
Product Name: Trail Model X Mid Waterproof Hiker
Gender: Men's
Color: Ash
Price: $119.00
Rating

Dr. Martens - 2976 Leather Chelsea Boots. Color Black. On sale for $144.50. MSRP $170.00. 15% off. 3.9 out of 5 stars

Black Dr. Martens 2976 Leather Chelsea Boots

Black Dr. Martens 2976 Leather Chelsea Boots

+2

Brand Name: Dr. Martens
Product Name: 2976 Leather Chelsea Boots
Gender: Unisex
Color: Black
Price: $144.50MSRP: $170.0015% OFF
Rating: 4Rated 4 stars out of 5(7)

Hoss - Old Glory Distressed. Color Brown. $119.95.

Brown Hoss Old Glory Distressed

Brown Hoss Old Glory Distressed

Brand Name: Hoss
Product Name: Old Glory Distressed
Gender: Men's
Color: Brown
Price: $119.95
Rating

Nunn Bush - Otis 2.0 Chelsea Fashion Leather Boot. Color Brown. On sale for $68.57. MSRP $109.95. 38% off. 4.2 out of 5 stars

Brown Nunn Bush Otis 2.0 Chelsea Fashion Leather Boot

Brown Nunn Bush Otis 2.0 Chelsea Fashion Leather Boot

+3

Brand Name: Nunn Bush
Product Name: Otis 2.0 Chelsea Fashion Leather Boot
Gender: Men's
Color: Brown
Price: $68.57MSRP: $109.9538% OFF
Rating: 4Rated 4 stars out of 5(6)

HUGO - Ryan Canvas Lace-Up Boots. Color Olive Grey. Low Stock. On sale for $91.80. MSRP $180.00. 49% off.

Low Stock

Gray HUGO Ryan Canvas Lace-Up Boots

Gray HUGO Ryan Canvas Lace-Up Boots

+2

Brand Name: HUGO
Product Name: Ryan Canvas Lace-Up Boots
Gender: Men's
Color: Olive Grey
Price: $91.80MSRP: $180.0049% OFF
Rating

Columbia - Newton Ridge™ BC. Color Ash Brown/Waterfall. On sale for $82.89. MSRP $100.00. 17% off. 3.9 out of 5 stars

Brown Columbia Newton Ridge™ BC

Brown Columbia Newton Ridge™ BC

+3

Brand Name: Columbia
Product Name: Newton Ridge™ BC
Gender: Men's
Color: Ash Brown/Waterfall
Price: $82.89MSRP: $100.0017% OFF
Rating: 4Rated 4 stars out of 5(23)

Carhartt - Millbrook Moc Toe Wedge Boot. Color Grey. $154.99. 4.1 out of 5 stars

Gray Carhartt Millbrook Moc Toe Wedge Boot

Gray Carhartt Millbrook Moc Toe Wedge Boot

Brand Name: Carhartt
Product Name: Millbrook Moc Toe Wedge Boot
Gender: Men's
Color: Grey
Price: $154.99
Rating: 4Rated 4 stars out of 5(9)

Allen Edmonds - Higgins Mill Waterproof. Color Black. $495.00. 4.5 out of 5 stars

Black Allen Edmonds Higgins Mill Waterproof

Black Allen Edmonds Higgins Mill Waterproof

Brand Name: Allen Edmonds
Product Name: Higgins Mill Waterproof
Gender: Men's
Color: Black
Price: $495.00
Rating: 4Rated 4 stars out of 5(26)

Blundstone - BL1306. Color Rustic Brown. $199.95. 2.5 out of 5 stars

Brown Blundstone BL1306

Brown Blundstone BL1306

Brand Name: Blundstone
Product Name: BL1306
Gender: Unisex
Color: Rustic Brown
Price: $199.95
Rating: 3Rated 3 stars out of 5(4)

Tommy Hilfiger - Sesame. Color Black. On sale for $79.99. MSRP $109.00. 27% off. 5.0 out of 5 stars

Black Tommy Hilfiger Sesame

Black Tommy Hilfiger Sesame

+2

Brand Name: Tommy Hilfiger
Product Name: Sesame
Gender: Men's
Color: Black
Price: $79.99MSRP: $109.0027% OFF
Rating: 5Rated 5 stars out of 5(2)

Dr. Martens - Combs Tech. Color Black. On sale for $99.95. MSRP $120.00. 17% off. 4.4 out of 5 stars

Black Dr. Martens Combs Tech

Black Dr. Martens Combs Tech

+2

Brand Name: Dr. Martens
Product Name: Combs Tech
Gender: Unisex
Color: Black
Price: $99.95MSRP: $120.0017% OFF
Rating: 4Rated 4 stars out of 5(51)

Florsheim - Lodge Plain Toe Gore Boot. Color Black Crazy Horse. On sale for $78.00. MSRP $130.00. 40% off. 4.4 out of 5 stars

Black Florsheim Lodge Plain Toe Gore Boot

Black Florsheim Lodge Plain Toe Gore Boot

+3

Brand Name: Florsheim
Product Name: Lodge Plain Toe Gore Boot
Gender: Men's
Color: Black Crazy Horse
Price: $78.00MSRP: $130.0040% OFF
Rating: 4Rated 4 stars out of 5(108)

Nunn Bush - Chase Plain Toe Chukka Contemporary Fashion Boot. Color Cognac. On sale for $49.80. MSRP $90.00. 45% off. 4.1 out of 5 stars

Tan Nunn Bush Chase Plain Toe Chukka Contemporary Fashion Boot

Tan Nunn Bush Chase Plain Toe Chukka Contemporary Fashion Boot

+3

Brand Name: Nunn Bush
Product Name: Chase Plain Toe Chukka Contemporary Fashion Boot
Gender: Men's
Color: Cognac
Price: $49.80MSRP: $90.0045% OFF
Rating: 4Rated 4 stars out of 5(13)

Polo Ralph Lauren - Bryson Chelsea Boot. Color Black Dress Calf. $198.00. 3.8 out of 5 stars

Black Polo Ralph Lauren Bryson Chelsea Boot

Black Polo Ralph Lauren Bryson Chelsea Boot

+2

Brand Name: Polo Ralph Lauren
Product Name: Bryson Chelsea Boot
Gender: Men's
Color: Black Dress Calf
Price: $198.00
Rating: 4Rated 4 stars out of 5(4)

SOREL - Carson™ Chelsea Waterproof. Color Major/Ancient Fossil. On sale for $106.05. MSRP $155.00. 32% off. 3.7 out of 5 stars

Gray SOREL Carson™ Chelsea Waterproof

Gray SOREL Carson™ Chelsea Waterproof

+2

Brand Name: SOREL
Product Name: Carson™ Chelsea Waterproof
Gender: Men's
Color: Major/Ancient Fossil
Price: $106.05MSRP: $155.0032% OFF
Rating: 4Rated 4 stars out of 5(65)

Ariat - Sport Booker Ultra. Color Distressed Tan. $149.95. 4.6 out of 5 stars

Tan Ariat Sport Booker Ultra

Tan Ariat Sport Booker Ultra

Brand Name: Ariat
Product Name: Sport Booker Ultra
Gender: Men's
Color: Distressed Tan
Price: $149.95
Rating: 5Rated 5 stars out of 5(652)

Red Wing Heritage - Work Chukka. Color Briar Oil Slick. $289.99. 4.5 out of 5 stars

Mahogany Red Wing Heritage Work Chukka

Mahogany Red Wing Heritage Work Chukka

Brand Name: Red Wing Heritage
Product Name: Work Chukka
Gender: Men's
Color: Briar Oil Slick
Price: $289.99
Rating: 4Rated 4 stars out of 5(87)

Ariat - Recon Lace. Color Distressed Brown. $159.95. 4.1 out of 5 stars

Brown Ariat Recon Lace

Brown Ariat Recon Lace

Brand Name: Ariat
Product Name: Recon Lace
Gender: Men's
Color: Distressed Brown
Price: $159.95
Rating: 4Rated 4 stars out of 5(120)

Polo Ralph Lauren - Bryson Boot. Color Multi. On sale for $116.61. MSRP $228.00. 49% off. 4.4 out of 5 stars

Multi Polo Ralph Lauren Bryson Boot

Multi Polo Ralph Lauren Bryson Boot

Brand Name: Polo Ralph Lauren
Product Name: Bryson Boot
Gender: Men's
Color: Multi
Price: $116.61MSRP: $228.0049% OFF
Rating: 4Rated 4 stars out of 5(13)

Tommy Hilfiger - Oregon. Color Cognac. On sale for $85.60. MSRP $89.95. 5% off.

Tan Tommy Hilfiger Oregon

Tan Tommy Hilfiger Oregon

Brand Name: Tommy Hilfiger
Product Name: Oregon
Gender: Men's
Color: Cognac
Price: $85.60MSRP: $89.955% OFF
Rating

Dr. Martens - 1460 Smooth Leather Boot. Color Cherry Red Smooth. $169.95. 4.3 out of 5 stars

Red Dr. Martens 1460 Smooth Leather Boot

Red Dr. Martens 1460 Smooth Leather Boot

Brand Name: Dr. Martens
Product Name: 1460 Smooth Leather Boot
Gender: Unisex
Color: Cherry Red Smooth
Price: $169.95
Rating: 4Rated 4 stars out of 5(756)

Samuel Hubbard - Rafael Chukka Boot. Color Taupe Suede. Low Stock. $245.00. 1.0 out of 5 stars

Low Stock

Taupe Samuel Hubbard Rafael Chukka Boot

Taupe Samuel Hubbard Rafael Chukka Boot

Brand Name: Samuel Hubbard
Product Name: Rafael Chukka Boot
Gender: Men's
Color: Taupe Suede
Price: $245.00
Rating: 1Rated 1 star out of 5(1)

Dr. Martens - 1460 Pascal Bex. Color Black Pisa. On sale for $149.95. MSRP $180.00. 17% off. 4.5 out of 5 stars

Black Dr. Martens 1460 Pascal Bex

Black Dr. Martens 1460 Pascal Bex

Brand Name: Dr. Martens
Product Name: 1460 Pascal Bex
Gender: Unisex
Color: Black Pisa
Price: $149.95MSRP: $180.0017% OFF
Rating: 4Rated 4 stars out of 5(39)

Timberland PRO - Pac Max Boot Liner Midweight. Color Black/Orange. On sale for $73.09. MSRP $80.00. 9% off. 3.6 out of 5 stars

Black Timberland PRO Pac Max Boot Liner Midweight

Black Timberland PRO Pac Max Boot Liner Midweight

Brand Name: Timberland PRO
Product Name: Pac Max Boot Liner Midweight
Gender: Men's
Color: Black/Orange
Price: $73.09MSRP: $80.009% OFF
Rating: 4Rated 4 stars out of 5(16)

Nunn Bush - Circuit DC Plain Toe Chukka. Color Black. On sale for $59.95. MSRP $85.00. 29% off. 3.8 out of 5 stars

Black Nunn Bush Circuit DC Plain Toe Chukka

Black Nunn Bush Circuit DC Plain Toe Chukka

+3

Brand Name: Nunn Bush
Product Name: Circuit DC Plain Toe Chukka
Gender: Men's
Color: Black
Price: $59.95MSRP: $85.0029% OFF
Rating: 4Rated 4 stars out of 5(47)

Rockport - Rugged Bucks Waterproof Boot. Color Tan. On sale for $99.95. MSRP $140.00. 29% off. 3.9 out of 5 stars

Tan Rockport Rugged Bucks Waterproof Boot

Tan Rockport Rugged Bucks Waterproof Boot

+2

Brand Name: Rockport
Product Name: Rugged Bucks Waterproof Boot
Gender: Men's
Color: Tan
Price: $99.95MSRP: $140.0029% OFF
Rating: 4Rated 4 stars out of 5(174)

Ariat - Clean Country. Color Dark Tan. Low Stock. On sale for $88.21. MSRP $119.95. 26% off. 4.2 out of 5 stars

Low Stock

Brown Ariat Clean Country

Brown Ariat Clean Country

Brand Name: Ariat
Product Name: Clean Country
Gender: Men's
Color: Dark Tan
Price: $88.21MSRP: $119.9526% OFF
Rating: 4Rated 4 stars out of 5(24)

Stacy Adams - Henry Cap Toe Lace-Up Boot. Color Tan. $150.00. 5.0 out of 5 stars

Tan Stacy Adams Henry Cap Toe Lace-Up Boot

Tan Stacy Adams Henry Cap Toe Lace-Up Boot

Brand Name: Stacy Adams
Product Name: Henry Cap Toe Lace-Up Boot
Gender: Men's
Color: Tan
Price: $150.00
Rating: 5Rated 5 stars out of 5(2)

Ariat - Spitfire Waterproof. Color Satin Black. $139.95.

Black Ariat Spitfire Waterproof

Black Ariat Spitfire Waterproof

Brand Name: Ariat
Product Name: Spitfire Waterproof
Gender: Men's
Color: Satin Black
Price: $139.95
Rating

Eastland 1955 Edition - Cyrus. Color Nutmeg. Low Stock. On sale for $43.20. MSRP $90.00. 52% off. 1.0 out of 5 stars

Low Stock

Brown Eastland 1955 Edition Cyrus

Brown Eastland 1955 Edition Cyrus

+3 colors/patterns

Brand Name: Eastland 1955 Edition
Product Name: Cyrus
Gender: Men's
Color: Nutmeg
Price: $43.20MSRP: $90.0052% OFF
Rating: 1Rated 1 star out of 5(1)

Volcom - Street Shield Slip-On Station Tactical Boots. Color Black. On sale for $134.95. MSRP $160.00. 16% off.

Black Volcom Street Shield Slip-On Station Tactical Boots

Black Volcom Street Shield Slip-On Station Tactical Boots

Brand Name: Volcom
Product Name: Street Shield Slip-On Station Tactical Boots
Gender: Men's
Color: Black
Price: $134.95MSRP: $160.0016% OFF
Rating

Nunn Bush - Odell 2.0 Wingtip Dress Casual Chukka Leather Boot. Color Black. On sale for $68.67. MSRP $109.95. 38% off. 4.5 out of 5 stars

Black Nunn Bush Odell 2.0 Wingtip Dress Casual Chukka Leather Boot

Black Nunn Bush Odell 2.0 Wingtip Dress Casual Chukka Leather Boot

+1

Brand Name: Nunn Bush
Product Name: Odell 2.0 Wingtip Dress Casual Chukka Leather Boot
Gender: Men's
Color: Black
Price: $68.67MSRP: $109.9538% OFF
Rating: 4Rated 4 stars out of 5(8)

Nunn Bush - Denali Plain Toe Chukka. Color Black. On sale for $69.00. MSRP $115.00. 40% off. 4.4 out of 5 stars

Black Nunn Bush Denali Plain Toe Chukka

Black Nunn Bush Denali Plain Toe Chukka

+2

Brand Name: Nunn Bush
Product Name: Denali Plain Toe Chukka
Gender: Men's
Color: Black
Price: $69.00MSRP: $115.0040% OFF
Rating: 4Rated 4 stars out of 5(99)

Clarks - Desert Boot Evo. Color Sand Suede. $120.00. 3.4 out of 5 stars

Tan Clarks Desert Boot Evo

Tan Clarks Desert Boot Evo

+4

Brand Name: Clarks
Product Name: Desert Boot Evo
Gender: Men's
Color: Sand Suede
Price: $120.00
Rating: 3Rated 3 stars out of 5(28)

Born - Nigel Boot. Color Black Full Grain. $139.95. 4.2 out of 5 stars

Black Born Nigel Boot

Black Born Nigel Boot

+3

Brand Name: Born
Product Name: Nigel Boot
Gender: Men's
Color: Black Full Grain
Price: $139.95
Rating: 4Rated 4 stars out of 5(148)

Globe - Dover II. Color Black Crazyhorse. Low Stock. $124.90. 4.8 out of 5 stars

Low Stock

Black Globe Dover II

Black Globe Dover II

+5

Brand Name: Globe
Product Name: Dover II
Gender: Men's
Color: Black Crazyhorse
Price: $124.90
Rating: 5Rated 5 stars out of 5(4)

Steve Madden - Duke. Color Cognac Leather. On sale for $98.00. MSRP $140.00. 30% off. 5.0 out of 5 stars

Brown Steve Madden Duke

Brown Steve Madden Duke

Brand Name: Steve Madden
Product Name: Duke
Gender: Men's
Color: Cognac Leather
Price: $98.00MSRP: $140.0030% OFF
Rating: 5Rated 5 stars out of 5(1)

Milwaukee Boot Company - Pfister Lace-Up Boot. Color Scotch. Low Stock. On sale for $212.00. MSRP $265.00. 20% off. 4.6 out of 5 stars

Low Stock

Brown Milwaukee Boot Company Pfister Lace-Up Boot

Brown Milwaukee Boot Company Pfister Lace-Up Boot

Brand Name: Milwaukee Boot Company
Product Name: Pfister Lace-Up Boot
Gender: Men's
Color: Scotch
Price: $212.00MSRP: $265.0020% OFF
Rating: 5Rated 5 stars out of 5(21)

Born - Brody. Color Taupe Dist. Low Stock. $139.95. 4.7 out of 5 stars

Low Stock

Taupe Born Brody

Taupe Born Brody

+2

Brand Name: Born
Product Name: Brody
Gender: Men's
Color: Taupe Dist
Price: $139.95
Rating: 5Rated 5 stars out of 5(26)

. Clarks - Shacre Boot. Color Dark Sand Suede. On sale for $71.40. MSRP $110.00. 35% off. 4.2 out of 5 stars

Brown Clarks Shacre Boot

Brown Clarks Shacre Boot

+4

Brand Name: Clarks
Product Name: Shacre Boot
Gender: Men's
Color: Dark Sand Suede
Price: $71.40MSRP: $110.0035% OFF
Rating: 4Rated 4 stars out of 5(67)

Blundstone - BL1944. Color Rustic Brown/Mustard. $209.95. 4.0 out of 5 stars

Brown Blundstone BL1944

Brown Blundstone BL1944

Brand Name: Blundstone
Product Name: BL1944
Gender: Unisex
Color: Rustic Brown/Mustard
Price: $209.95
Rating: 4Rated 4 stars out of 5(2)

Dunham - 8000 Mid Boot. Color Tan. $169.95. 4.4 out of 5 stars

Tan Dunham 8000 Mid Boot

Tan Dunham 8000 Mid Boot

+2

Brand Name: Dunham
Product Name: 8000 Mid Boot
Gender: Men's
Color: Tan
Price: $169.95
Rating: 4Rated 4 stars out of 5(115)

Cole Haan - Berkshire Lug Chukka Boot. Color Lava Suede/Dark. On sale for $222.50. MSRP $250.00. 11% off. 4.5 out of 5 stars

Brown Cole Haan Berkshire Lug Chukka Boot

Brown Cole Haan Berkshire Lug Chukka Boot

+7

Brand Name: Cole Haan
Product Name: Berkshire Lug Chukka Boot
Gender: Men's
Color: Lava Suede/Dark
Price: $222.50MSRP: $250.0011% OFF
Rating: 5Rated 5 stars out of 5(25)

Birkenstock - Highwood Mid Lace-Up Deep Blue - Leather. Color Black. On sale for $148.00. MSRP $200.00. 26% off. 5.0 out of 5 stars

Black Birkenstock Highwood Mid Lace-Up Deep Blue - Leather

Black Birkenstock Highwood Mid Lace-Up Deep Blue - Leather

+2

Brand Name: Birkenstock
Product Name: Highwood Mid Lace-Up Deep Blue - Leather
Gender: Men's
Color: Black
Price: $148.00MSRP: $200.0026% OFF
Rating: 5Rated 5 stars out of 5(1)

Dr. Martens - Combs Tech II. Color Black. On sale for $90.00. MSRP $120.00. 25% off. 4.8 out of 5 stars

Black Dr. Martens Combs Tech II

Black Dr. Martens Combs Tech II

Brand Name: Dr. Martens
Product Name: Combs Tech II
Gender: Unisex
Color: Black
Price: $90.00MSRP: $120.0025% OFF
Rating: 5Rated 5 stars out of 5(9)

Vince Camuto - Kameil Waterproof Boot. Color Black. Low Stock. On sale for $122.34. MSRP $189.00. 35% off.

Low Stock

Black Vince Camuto Kameil Waterproof Boot

Black Vince Camuto Kameil Waterproof Boot

+3

Brand Name: Vince Camuto
Product Name: Kameil Waterproof Boot
Gender: Men's
Color: Black
Price: $122.34MSRP: $189.0035% OFF
Rating

SOREL - Madson™ II Chore Waterproof. Color Velvet Tan/Gum 10. On sale for $117.00. MSRP $195.00. 40% off. 3.8 out of 5 stars

Brown SOREL Madson™ II Chore Waterproof

Brown SOREL Madson™ II Chore Waterproof

+2

Brand Name: SOREL
Product Name: Madson™ II Chore Waterproof
Gender: Men's
Color: Velvet Tan/Gum 10
Price: $117.00MSRP: $195.0040% OFF
Rating: 4Rated 4 stars out of 5(35)

Dr. Martens - 1460. Color Muted Purple. Low Stock. On sale for $152.95. MSRP $170.00. 10% off. 5.0 out of 5 stars

Low Stock

Purple Dr. Martens 1460

Purple Dr. Martens 1460

Brand Name: Dr. Martens
Product Name: 1460
Gender: Unisex
Color: Muted Purple
Price: $152.95MSRP: $170.0010% OFF
Rating: 5Rated 5 stars out of 5(1)

SOREL - Madson™ II Moc Toe Waterproof. Color Gaucho Tan/Oatmeal. Low Stock. On sale for $119.97. MSRP $200.00. 40% off. 4.5 out of 5 stars

Low Stock

Brown SOREL Madson™ II Moc Toe Waterproof

Brown SOREL Madson™ II Moc Toe Waterproof

+3

Brand Name: SOREL
Product Name: Madson™ II Moc Toe Waterproof
Gender: Men's
Color: Gaucho Tan/Oatmeal
Price: $119.97MSRP: $200.0040% OFF
Rating: 4Rated 4 stars out of 5(285)

Frye - Astor Chukka. Color Tan. Low Stock. $178.00. 4.0 out of 5 stars

Low Stock

Tan Frye Astor Chukka

Tan Frye Astor Chukka

Brand Name: Frye
Product Name: Astor Chukka
Gender: Men's
Color: Tan
Price: $178.00
Rating: 4Rated 4 stars out of 5(22)

Vince - Tamas. Color Flint. Low Stock. On sale for $225.81. MSRP $275.00. 18% off.

Low Stock

Beige Vince Tamas

Beige Vince Tamas

Brand Name: Vince
Product Name: Tamas
Gender: Men's
Color: Flint
Price: $225.81MSRP: $275.0018% OFF
Rating

KEEN Utility - Cincinnati 90 Degree 6" Waterproof (Comp Toe). Color Black/Sandshell. $194.95. 4.0 out of 5 stars

Black KEEN Utility Cincinnati 90 Degree 6" Waterproof (Comp Toe)

Black KEEN Utility Cincinnati 90 Degree 6" Waterproof (Comp Toe)

+3

Brand Name: KEEN Utility
Product Name: Cincinnati 90 Degree 6" Waterproof (Comp Toe)
Gender: Men's
Color: Black/Sandshell
Price: $194.95
Rating: 4Rated 4 stars out of 5(116)

Steve Madden - Hestonn - Extended Sizes. Color Tan Leather. On sale for $63.00. MSRP $95.00. 34% off. 3.9 out of 5 stars

Tan Steve Madden Hestonn - Extended Sizes

Tan Steve Madden Hestonn - Extended Sizes

Brand Name: Steve Madden
Product Name: Hestonn - Extended Sizes
Gender: Men's
Color: Tan Leather
Price: $63.00MSRP: $95.0034% OFF
Rating: 4Rated 4 stars out of 5(59)

Allen Edmonds - Higgins Mill Lace-Up. Color Brown Waxed Suede. $495.00.

Brown Allen Edmonds Higgins Mill Lace-Up

Brown Allen Edmonds Higgins Mill Lace-Up

Brand Name: Allen Edmonds
Product Name: Higgins Mill Lace-Up
Gender: Men's
Color: Brown Waxed Suede
Price: $495.00
Rating

Columbia - Landroamer Explorer Waterproof Nubuck. Color Black/Canyon Sun. $120.00. 5.0 out of 5 stars

Black Columbia Landroamer Explorer Waterproof Nubuck

Black Columbia Landroamer Explorer Waterproof Nubuck

+2

Brand Name: Columbia
Product Name: Landroamer Explorer Waterproof Nubuck
Gender: Men's
Color: Black/Canyon Sun
Price: $120.00
Rating: 5Rated 5 stars out of 5(2)

Dr. Martens - 2976 Smooth Leather Chelsea Boots. Color Black Smooth. Low Stock. $169.95. 4.0 out of 5 stars

Low Stock

Black Dr. Martens 2976 Smooth Leather Chelsea Boots

Black Dr. Martens 2976 Smooth Leather Chelsea Boots

Brand Name: Dr. Martens
Product Name: 2976 Smooth Leather Chelsea Boots
Gender: Unisex
Color: Black Smooth
Price: $169.95
Rating: 4Rated 4 stars out of 5(72)

1 of 7

12 3 4…7Next Page

Join Our List, Get 10% Off

Sign up for Zappos emails—new subscribers get 10% off a future order!* Plus, get early access to sales, coupons, and more. (One code per email address.)